Lingerie Moms: American MILF

Author Heyall has written an anthology of tales entitled "Lingerie Moms: The Collection" which inspired this story. You should check it out. I have used the plot device with Heyall's permission.

As well, author MaryAnderson did their own take on this, which inspired this dive, emphasizing my top all time fetish, nylon stockings.

I welcome your ratings and comments.

*****

She hadn't lived forty-two years to have to deal with this.

Jennifer Boudreau lay in bed, pondering the man/wimp/jerk/slob who had just done himself inside her: that was all it was. He pretty much just jacked off in her pussy. True enough, he wasn't all those things. He had just become the manifestation of every dissatisfying encounter Jennifer had had over the years.

As he snored, she crawled out of the bed and went to the bathroom. She decided to just get her clothes on and leave. Thankfully she hadn't left her phone number with the guy.

When she arrived home, she crawled into bed feeling the need to cleanse herself of that soul-staining encounter. She drifted to a void occupied by her and some faceless man. Even though he was clearly selfish, it was a holistic selfish. He wanted all of her and knew what to do to draw her out and make her crave him.

She fell asleep, curled up with her fingers still inside her pussy.

She didn't feel so empty in the morning, barely remembering the encounter she ran from. But she was thirsty and pulled on a short robe to go get a glass of juice. Leaving her room, she noticed that Andrew's bedroom door was open. He must not have come home last night.

At that moment, she heard the sputtering of their lawnmower. It needed fixing and took a lot to get that thing going. It was so good that Andrew just took care of those chores though. It made her feel looked after.

As she was in the fridge, she bent over to forage for something quick to eat.

"It's hot already. I need a bottle of water. I wish I could turn this mower off but it's such a bitch to start," Andrew complained to himself.

He walked in the patio door then to the kitchen.

"Holy shit!" he thought, stopping dead in his tracks. There his mother was, bent over rummaging through the fridge.

She was curvy and thick. Not BBW-thick, mind you, but with ample tits ("mothers don't have tits, you pervert!"), broad hips and round ass ("watch your mouth!"), and very shapely legs with stocking-filling thighs ("your last warning!").

Most shocking to Andrew was that her robe rode up over her bottom and the mound of her pussy pressed out from between her thighs. In a brief flash, he was overcome with the image of him grasping her hips and thrusting his cock inside her. And then, in a flash he purged the image. He quickly composed himself, and knocked on the counter to get her attention.

"What was that?" Jennifer jumped, only to see her son standing behind her in the kitchen.

"Oh honey, I'm so embarrassed! I thought you were outside. I should be more careful what I wear."

"That's fine, mom. Don't worry. I'll try not to sneak up on you. I just need some water."

Jennifer gave him a kiss on the cheek. "Good morning and thank you for mowing the lawn. I like that I don't have to nag you."

"You're welcome, mom. And put some pants on before I come in again," he chuckled.

"Yes, sir!" It kind of felt good being told what to do.

While Andrew was going out with his friend Jacob and some others that night, Jennifer had no plans. After the previous night's episode, she decided to stay in for some personal time. Andrew came to his mom to say goodbye before leaving.

"You're not going out like that!" Jennifer declared.

"What? Is my skirt too short?" Andrew teased back.

"That shirt is a mess. At very least, it needs to be ironed and you have better ones anyway."

"Aw, mom. It's my life."

"No. Let's see what else you have."

"Yes, mother."

They went to his room and rooted through the closet. Jennifer picked a brighter shirt, but it still needed pressing.

"Quick. Get the iron and board. You'll have this done in a flash."

Andrew rolled his eyes but did as he was told. He came back, plugged in the iron before setting up the ironing board, and immediately started on the shirt.

"Now you're just being silly. You have to wait for it to heat up."

He gave it about thirty seconds and haphazardly started in.

"Honey, have you never done this before? Let me show you."

She came behind him, taking the iron in one hand and smoothing the fabric with the other. Andrew couldn't go anywhere but watch and learn. Feeling his mother's large breasts against his back was a weird consolation for his confinement. As she moved behind him, it was making him uncomfortable, like a reverse lap dance. She did get it done quickly though, handed him his shirt and sent him on his way.

"That looks much better. I'll take care of this stuff. You go have fun."

"Thanks mom. Have a good night," he replied, kissing her cheek.

Jennifer decided to take out a bottle of wine and put on a movie. The events of last night kept coming back to her. All of that dissatisfaction was becoming too much work for her, definitely not worth it. After her husband's death eight years earlier, she had rolled into her responsibilities as a mom. After Andrew graduated high school, she decided to let her hair down and start dating again. It was exciting at first and even for a good long while. Eventually, it started to become the same old, never meeting anyone whose attention she wanted to captivate.

Then, her thoughts turned to Andrew. He was a handsome young man, twenty-two years old. On one hand, he seemed to have a grip on life with a decent job and he was no slouch around the house. His involvement made her feel appreciated. But little things like not wearing a decent shirt to go out: how was he going to meet a quality girl with lax attitudes like that?

After some thought, and a couple of glasses of wine, she made up her mind. She was going to give up her adopted lifestyle to ensure she could devote the proper attention to Andrew. She was going to help him turn the corner to genuine manhood.

Her resolution was tempered by the realization that she herself needed a bit of work. How did she let herself get sucked into these worthless one-night-stands? Did she think that little of herself that she couldn't do better? How could she fix that? Whatever she did, she was going to make herself the example of what she expected of a girl for him.

The biggest change she could make was to her lifestyle. Over the next couple of weeks, she cultivated more female friends, tried to spend less time at work, (reluctantly) started an exercise regime, but also paid more attention to Andrew and his life.

One of Jennifer's growing friendships was Laura. Laura was the mother of Jacob, Andrew's friend from high school. The two women had reconnected after meeting at a coffee shop one day several months ago. As Jennifer embarked on her journey, Laura was one of the first she decided to involve in her personal improvement plan. (Author's note. If you read Lingerie Moms: The Collection, you will understand the brief but pivotal role that Laura plays here.)

Jennifer broke the ice with Laura one Friday night as they shared a bottle of wine at Laura's house. Jacob had been home for a little while and he fascinated Jennifer. He carried himself well, exuding both a deference and authority with his mother. It was clear that Laura admired Jacob, even deferred to him.

"I'm not going to say I want the same for Andrew, but you've crafted a marvelous young man in Jacob," Jennifer praised. "What role did you play?"

Laura suppressed a blush, not wanting to reveal what really happened. "It sounds a lot like what you're doing. Guided him in his self-presentation and dress, taught him some things about what I want in a man, good or bad. I hope it helps."

"Oh god, does it help," Laura thought to herself.

"It really seems like you are on the same path as me, though. It did require some effort and stepping out of my comfort zone to develop myself into the woman I wanted to be," Laura continued.

"And the slut he wanted me to be," she thought as the vision of her son pounding her cunt in front of a mirror coursed through her mind.

"I'm going to be a little forward," Laura started. "You look nice. But what do you wear under your clothes? Underwear can be a real game-changer, especially for you, the wearer."

"Was this woman coming on to her?" Jennifer wondered as she coughed on her wine.

"That's kind of random, Laura. I guess, I just wear, well, underwear."

"I know that's a bizarre question, unless I was hitting on you. And, I'm NOT! One thing I found for me was that fully preparing myself, including pretty underwear, really helped me to build a foundation for my presentation. I definitely saw a change in Jacob as my own foundation was fortified."

Yes, it was a white lie, Laura thought. But it could be a version of the truth. If it was stretched. Like my pussy. Yeah, let's not go there.

While Laura observed something of a seed germinating between her friend and son, she didn't think that Jennifer was fully aware of what might be happening, let alone have the desire to pursue the kind of relationship that she and Jacob shared. She wasn't going to get ahead of Jennifer, just yet.

"All I'm saying is that you should do some lingerie shopping: matching sets, that kind of thing. It's been wonderful for me."

By that time, the wine was kicking in and the two girls devolved to lighter topics before Jennifer decided to make her way home.

The next morning, she decided to make a nice breakfast for herself and Andrew before they set about their morning chores. Jennifer slowed Andrew down as he began attacking his plate.

"So, honey, how have things been with girls lately? It doesn't seem like you've gone on many dates," she queried.

"Mom, are you spying on me?" Andrew replied, annoyed at the question. He also didn't want to talk about it, mostly because there was nothing to report.

"Sweetheart, I want you to be happy and seeing as how your dad isn't here, it's kind of left to me."

"Well, you're right. I have a hard time getting dates," he answered, embarrassed.

"There's no reason to be embarrassed about it! Us girls are different, but not really that complicated. You're definitely easy to look at, so you don't have to worry about that. How do you approach girls?"

"I dunno. I guess it's like, 'hi, how's it going?'" Even in that moment, Andrew realized how lame that was.

Jennifer thought for a moment. "That's part of your problem right there. You're not doing anything to create interest. Maybe, before you approach, take a good look at her and comment on something about her: her hair, a piece of jewelry, what she's wearing. And make it personal. 'I really like what you've done with your hair. It frames your face perfectly.' What you do there is compliment her on something she has control over. Don't just tell her she's hot; she gets that from every guy. Stand out."

Jennifer was struck with a thought betrayed by a sly grin. "Throw some humor in, too. 'I really like what you've done with your hair. It frames your face perfectly. Did your mom help you with that?' She might slap you, but seriously, if she's willing to touch you, she's showing interest," Jennifer continued, giving away one of her own secrets. "Always smile, so she knows you're teasing."

They continued talking about his work, plans for the weekend, and upping his wardrobe game.

"You know, I was at TJ Maxx this week and I saw some shirts and jeans you might like. You should check them out and I'd be happy to help," she suggested.

Andrew rolled his eyes. "Mom, I can dress myself."

"Unh uh, you can't. You need some style help. It'll help you stand out. Let's go on Monday," she suggested.

"We'll see," was all Andrew could come back with.

Remembering her conversation with Laura, she suddenly had an a idea. "I'm going to the mall myself today. Do you want to join me? Let's do it. It'll be fun."

Andrew sighed in resignation. "Fine, but I have to be home by 5:00."

"I'll try to make it as painless as possible," Jennifer promised. "Let's get our work done and we'll go in a couple of hours."

Jennifer was thrilled at her little victory. It even gave her a bit of motivation to put in a half hour workout in her bedroom before showering.

As she stepped out of the shower, she caught the site of her naked body in the mirror. She had always evaluated herself as 'fun-looking', maybe just a little plump, but very curvy. Her breasts were quite firm and didn't sag badly, her skin was smooth, and her butt was higher and rounder than she remembered.

A shock of acknowledgment flashed for her. "Is that exercise paying off? I really have to get to the lingerie store."

At TJ Maxx, the two of them flipped through shirts. Jennifer picked out six for Andrew to try on, much to his chagrin.

"I knew I was right about his shirts. That slim fit sure does accentuate his young and firm torso. And those jeans! He actually has a really nice ass. I wonder about his package."

"Jennifer!"

They went through everything they thought was suitable and decided on one pair of jeans and three shirts.

"You know, mom. Those actually look really good. Thanks for making me come," he said, as he kissed her on the cheek.

It had been a long time since Andrew had spontaneously expressed his affection and appreciation like that and Jennifer was surprised at the indescribable feeling it gave her.

"Now honey, I want to go to the lingerie store. I understand if you don't want to come, but I think you should get comfortable with that kind of thing."

Inside, Andrew was excited at the prospect. He always enjoyed seeing women in frilly, lacy, racy underwear, even if it was only in the porn he looked at. The thought still made him uncomfortable.

"You might even see something, or someone, you'd like for a girlfriend," she added with a wink.

As they rounded the corner to Victoria's Secret, Andrew instantly became erect at the window-sized poster with a model in bra, panties, and stockings advertising a sale. As enticing as it was, though, it seemed to pale compared to the older women on the internet that he jerked off to. He had developed a great lust for elaborate outfits. Maybe it was just the back seams, but there was something about the stockings that many of them wore.

They wandered around for a little while and Jennifer noted that her son seemed to be particularly interested in a few specific things. It didn't take her long to figure out that they all had one thing in common: garters.

"You kinky little thing," she thought with amusement.

Jennifer looked at some things, and with the help of a very sweet and adorable store associate, picked out a few bra and pantie sets.

"Andrew, I am going to try these things on."

Andrew felt a little uncomfortable wandering the store by himself, not the least reason being his aching erection. He found himself at the back where the entrance to the fitting rooms was.

As Jennifer come out of the fitting room, she overheard Andrew's voice.

"I'm just waiting, thanks."

He must have been approached by a salesgirl, Jennifer thought.

"If you need anything, I'd be happy to help."

"Sure, thanks." There was a pause. "Um..."

"Yes?"

"I really like your hair. Did your mom do that for you?"

Jennifer nearly fell over in laughter. "Good boy! He's trying!"

"That's mean. I'm quite capable of doing my own hair."

Jennifer did note that the girl's tone was not offended.

"Your mom taught you well."

Both voices erupted in laughter.

Jennifer gave herself a high five as she went to try on the next set.

After a few minutes, she dressed and came out to find Andrew looking bored.

"Honey, how about you go get a soda or something. I'm going to be just a little while here. I'll find you in the food court."

"Okay mom. I'll see you in a bit."

With her selections in hand, Jennifer decided to look at some of the more risque things that enthralled her son. Some of the designs were scandalous, some simply pretty. But they were also pretty expensive and she didn't have anyone to wear it for.

Even still, she decided to look at the clearance section. She had to admit, some of the sale prices were pretty good for crotchless panties, skimpy garter belts, teddies, and the like. There was something about Andrew's interest in the garters, which assumed stockings, that captivated Jennifer.

"What the hell. I might not have anyone to wear it for, but I'm building my foundation," she resolved as she picked through the racks.

And surprise her, it did. Over the coming weeks, she felt just a little more self-assured. Maybe it was that the lingerie caused her to look at herself more critically and pay a little more attention to her appearance. Maybe it was that it made her feel more sexy and worth something. No matter what, she liked it. Dressing like that even seemed to help her with her interactions with her son.

That realization caused her to think back to the time at the store. What was Andrew's fascination with lingerie and stockings? Maybe it was just being in such a feminine store. He didn't care so much about the bras, panties and nighties, though.

"I'm going to try an experiment," she plotted.

The next day, she knew Andrew would be getting home from work after she did. She didn't mind getting dinner ready; he cooked a lot for both of them, too.

While dinner was in the oven, she went upstairs to her bedroom and took out the, as yet, never worn garter belt and a fresh package of black stockings that she had bought. She checked herself in the mirror before putting on her blouse and skirt and she could see just what the attraction was. The tight nylon smoothed the skin on her legs and emphasized the curves of her thighs and calves. The translucent black material hugged her skin which felt delicious too. Why hadn't she worn these before?

"I need some heels on."

What struck her most was the easy access such an outfit would provide. A girl could fuck without even getting undressed! The thought thrilled her to the point of arousal and she could feel her pussy moistening at the thought of Andrew being so overcome by his vixen that he just had to take her.

"Jennifer!"

She shook the taboo thought off and put on her blouse and skirt.

When Andrew came home, Jennifer was busy in the kitchen, making her last preparations for dinner.

"My mom never wears nylons."

Andrew's eyes were fixed on his mom's legs as she moved across the kitchen.

"Uh, hi mom," was all Andrew could utter.

"Oh, Sweetie! You're just in time. Dinner will be ready in just a few minutes. Wash up and have a seat," she directed.

"Yeah, he was staring at my legs when he came in," Jennifer noted with mixed degrees of amusement, an odd arousal, and of course, scientific interest.

Andrew sat at the table and Jennifer brought out their plates. As she sat, she looked around the table.

"I forgot salt and pepper," she declared as she started to rise from her chair.

Andrew put his hand on her arm, urging her back into her seat. "Sit, mom. I'll get it."

"He's making this too easy. First, he's showing that he'll look after me AND I can execute the next part."

As Andrew came back to the dining room, he stopped short. He had never seen a garter strap on a real live woman before and it was even sexier than he thought it would be. Her skirt was hiked up just enough to reveal her stocking top and two inches of the lacy suspender. He was enrapt with the contrast of the black fabric against the lightly tanned skin of her luscious thighs and how it would feel when he rubbed his cock against it.